Defensive publication

ABSTRACT

COMPOUNDS HAVING THE STRUCTURE:   RCH=CHCO(ZCO)MCH=CHR   WHEREIN Z IS A COVALENT BOND OR A DIVALENT HYDROCARBON RADIAL SUCH AS AN ALKYLENE RADICAL, A CYCLOALKYLENE RADICAL OR AN ARYLENE RADICAL; M=0 TO 1 AND R IS SELECTED FROM ALKOXY, HALO, ARYLTHIO, SECONDARY AND TERTIARY AMINO GROUPS AND -B+X- WHEREIN B+ IS SELECTED FROM AN AMMONIUM SALT RESIDUE SUCH AS TRIALKYLAMMONIUM, DIALKYLHYDRAZINIUM OR A HETEROCYCLIC AMMONIUM SALT RESIDUE HAVING 5-6 ATOMS IN THE HETEROCYCLIC RING, EITHER UNSUBSTITUTED OR SUBSTITUTED AND X- IS AN ACID ANION, SUCH AS CHLORIDE, BROMIDE, FLUORIDE, IODIDE, PERCHLORATE, METHANESULFONATE, BENZENESULFONATE, TOLUENESULFONATE OR FLUOROBORATE, HAVE BEEN FOUND TO EXHIBIT STRONG ACTIVITY AS GELATIN HARDENERS. COMPOSITIONS COMPRISING GELATIN AND THE HARDENER COMPOUNDS AND GELATIN-SILVER HALIDE PHOTOGRAPHIC EMULSIONS CONTAINING THE HARDENER COMPOUNDS ARE DISCLOSED. 3,8-DIOXO-1,9DECADIENE-1,10-BIS(PYRIDINIUM CHLORIDE); 1,10 - DICHLORO1,9-DECADIENE-3,8-DIONE; 1,10- DIPIPERIDINO-1,9-DECADIENE3,8 - DIONE; 3,8-DIOXO-1,9-DECADIENE-1,10-BIS(TRIMETHYLAMMONIUM PERCHLORATE) AND 3-OXO-1,4-PENTADIENE-1,5-BIS (PYRIDINIUM CHLORIDE) ARE REPRESENTATIVE HARDENER COMPOUNDS.

DEFENSIVE PUBLICATION UNITED STATES PATENT OFFICE Published at therequest of the applicant or owner in accordance with the Notice of Dec.16, 1969, 869 0.6. 687. The abstracts of Defensive Publicationapplications are identified by distinctly numbered series and arearranged chronologically. The heading of each abstract indicates thenumber of pages of specification, including claims and sheets ofdrawings contained in the application as originally filed. The files ofthese applications are available to the public for inspection andreproduction may be purchased for 30 cents a sheet.

Defensive Publication applications have not been examined as to themerits of alleged invention. The Patent Oflice makes no assertion as tothe novelty of the disclosed subject matter.

PUBLISHED JUNE 1, 1971 T887,006 KETOVHNYL COMPOUNDS AND PHOTOGRAPHICHARDENERS Donald M. Burness and Robert A. Silverman, both of Kodak ParkWorks, Rochester, N.Y. 14650 Filed Apr. 23, 1970, Ser. No. 31,350 lint.Cl. C07c 53/16; G03c ]/30 US. Cl. 96-411 No Drawing. 21 PagesSpecification Compounds having the structure:

RCH=CHCO (ZCO CH=CHR wherein Z is a covalent bond or a divalenthydrocarbon radical such as an alkylene radical, a cycloalkylene radicalor an arylene radical; m=0 to 1 and R is selected from alkoxy, halo,arylthio, secondary and tertiary amino groups and -B+X- wherein B+ isselected from an ammonium salt residue such as trialkylammonium,di'alkylhydrazinium or a heterocyclic ammonium salt residue having 5-6atoms in the heterocyclic ring, either unsubstituted or substituted andX- is an acid anion, such as chloride, bromide, fluoride, iodide,perchlorate, methanesulfonate, benzenesulfonate, toluenesulfonate orfiuoroborate, have been found to exhibit strong activity as gelatinhardeners. Compositions comprising gelatin and the hardener compoundsand gelatin-silver halide photographic emulsions containing the hardenercompounds are disclosed. 3,8-dioxo-l,9- decadiene-1,10-bis(pyridiniumchloride); 1,10 dichlorol,9-decadiene-3,8-dione; 1,10dipiperidino-l,Q-decadiene- 3,8 dione;3,8-dioXo-1,9-decadiene-l,l0-bis(trimethylammonium perchlorate) and3-oxo-1,4-pentadiene-1,5-bis (pyridinium chloride) are representativehardener compounds.

